U.S. patent application number 11/812603 was filed with the patent office on 2008-01-24 for composition for dyeing of keratin fibers, comprising 2,3-diamino-6,7-dihydro-1h,5h-pyrazolo[1,2-a]pyrazol-1-one, at least one oxidation base chosen from para-phenylenediamine and para-tolylenediamine, and a substituted meta-aminophenol.
Invention is credited to Francois Cottard, Patricia Desenne.
Application Number | 20080016627 11/812603 |
Document ID | / |
Family ID | 37781681 |
Filed Date | 2008-01-24 |
United States Patent
Application |
20080016627 |
Kind Code |
A1 |
Cottard; Francois ; et
al. |
January 24, 2008 |
Composition for dyeing of keratin fibers, comprising
2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one, at
least one oxidation base chosen from para-phenylenediamine and
para-tolylenediamine, and a substituted meta-aminophenol
Abstract
Disclosed herein is a composition for dyeing keratin fibers,
comprising at least one first oxidation base chosen from
2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one and the
addition salts thereof, at least one second coupler chosen from
para-phenylenediamine, para-tolylenediamine, and the addition salts
thereof, and at least one coupler chosen from substituted
meta-aminophenols, wherein the first coupler/first oxidation base
mole ratio is greater than 1, the first oxidation base/second
oxidation base mole ratio ranges from 0.5 to 1.5, and the molar
amount of the first oxidation base is greater than or equal to
2.5.times.10.sup.-3 mol per 100 g of composition. Also disclosed
herein is a dyeing process comprising applying such a composition
to the keratin fibers. The compositions of the present disclosure
may make it possible to obtain a strong, aesthetic, sparingly
selective, and/or fast coloration of keratin fibers in visible deep
red shades. The composition may also allow a strong coloration to
be obtained at neutral pH.
Inventors: |
Cottard; Francois;
(Courbevoie, FR) ; Desenne; Patricia; (Bois
Colombes, FR) |
Correspondence
Address: |
FINNEGAN, HENDERSON, FARABOW, GARRETT & DUNNER;LLP
901 NEW YORK AVENUE, NW
WASHINGTON
DC
20001-4413
US
|
Family ID: |
37781681 |
Appl. No.: |
11/812603 |
Filed: |
June 20, 2007 |
Related U.S. Patent Documents
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Application
Number |
Filing Date |
Patent Number |
|
|
60818273 |
Jul 5, 2006 |
|
|
|
Current U.S.
Class: |
8/411 |
Current CPC
Class: |
A61Q 5/10 20130101; A61K
8/494 20130101; A61K 8/415 20130101 |
Class at
Publication: |
008/411 |
International
Class: |
A61Q 5/10 20060101
A61Q005/10 |
Foreign Application Data
Date |
Code |
Application Number |
Jun 20, 2006 |
FR |
0652557 |
Claims
1. A composition for dyeing keratin fibers, comprising, in a medium
suitable for dyeing: at least one first oxidation base chosen from
2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one and
addition salts thereof; at least one second oxidation base chosen
from para-phenylenediamine, para-tolylenediamine, and addition
salts thereof; and at least one first coupler chosen from
substituted meta-aminophenols of formula (II) and addition salts
thereof: ##STR5## wherein: R.sub.1 and R.sub.2, which may be
identical or different, are chosen from hydrogen; alkyl radicals;
monohydroxyalkyl radicals; polyhydroxyalkyl radicals; and
monoaminoalkyl radicals; or R.sub.1 and R.sub.2 may form, together
with the nitrogen atom to which they are attached, a saturated or
unsaturated, 5- to 7-membered cyclic group comprising at least one
heteroatom, which may be unsubstituted or substituted with at least
one radical chosen from carboxyl, carboxamido, hydroxyl, amino,
monoalkylamino, and dialkylamino radicals, and alkyl radicals
optionally substituted with at least one radical chosen from
hydroxyl, amino, monoalkylamino, and dialkylamino radicals;
R.sub.3, which may be identical or different, are chosen from
halogen atoms; alkyl radicals; alkoxy radicals; monohydroxyalkyl
radicals; polyhydroxyalkyl radicals; monohydroxyalkoxy radicals;
and polyhydroxyalkoxy radicals; n is an integer ranging from 0 to
4; with the proviso that when n is equal to 0, then at least one of
the radicals R.sub.1 and R.sub.2 is not hydrogen; wherein the at
least one first coupler and the at least one first oxidation base
are present in a mole ratio of greater than 1, the at least one
first oxidation base and the second oxidation base are present in a
mole ratio ranging from 0.5 to 1.5, and the molar amount of the
first oxidation base is greater than or equal to
2.5.times.10.sup.-3 mol per 100 g of composition.
2. The composition of claim 1, wherein R.sub.1 and R.sub.2, which
may be identical or different, are chosen from hydrogen; alkyl
radicals; and monohydroxyalkyl radicals; or R.sub.1 and R.sub.2 may
form, together with the nitrogen atom to which they are attached, a
ring chosen from pyrrolidine, piperidine, homopiperidine,
piperazine, homopiperazine, and morpholine heterocycles; the rings
optionally being substituted with at least one radical chosen from
hydroxyl, amino, mono(C.sub.1-C.sub.2)alkylamino,
di(C.sub.1-C.sub.2)alkylamino, carboxyl, and carboxamido radicals,
and C.sub.1-C.sub.4 alkyl radicals optionally substituted with at
least one radical chosen from hydroxyl, amino,
mono(C.sub.1-C.sub.2)alkylamino, and di(C.sub.1-C.sub.2)alkylamino
radicals.
3. The composition of claim 1, wherein R.sub.3 is chosen from
halogen atoms, alkyl radicals, alkoxy radicals, and
monohydroxyalkoxy radicals.
4. The composition of claim 1, wherein n is an integer ranging from
0 to 2.
5. The composition of claim 1, wherein the at least one substituted
meta-aminophenol of formula (II) is chosen from
5-amino-2-methoxyphenol, 5-amino-2-(.beta.-hydroxyethyloxy)phenol,
5-amino-2-methylphenol,
5-N-(.beta.-hydroxyethyl)amino-2-methylphenol,
5-N-(.beta.-hydroxyethyl)amino-4-methoxy-2-methylphenol,
5-amino-4-methoxy-2-methylphenol, 5-amino-4-chloro-2-methylphenol,
6-chloro-2-methyl-5-aminophenol, 5-amino-2,4-dimethoxyphenol,
5-(.gamma.-hydroxypropylamino)-2-methylphenol,
3-dimethylaminophenol; 2-methyl-5-dimethylaminophenol;
2-ethyl-5-dimethylaminophenol; 2-methoxy-5-dimethylaminophenol;
2-ethoxy-5-dimethylaminophenol;
2-(.beta.-hydroxyethyl)-5-dimethylaminophenol;
3-diethylaminophenol; 2-methyl-5-diethylaminophenol;
2-ethyl-5-diethylaminophenol; 2-methoxy-5-diethylaminophenol;
2-ethoxy-5-diethylaminophenol;
2-(.beta.-hydroxyethyl)-5-diethylaminophenol;
3-di(.beta.-hydroxyethyl)aminophenol;
2-methyl-5-di(.beta.-hydroxyethyl)aminophenol;
2-ethyl-5-di(.beta.-hydroxyethyl)aminophenol;
2-methoxy-5-di(.beta.-hydroxyethyl)aminophenol;
2-ethoxy-5-di(.beta.-hydroxyethyl)aminophenol;
2-(.beta.-hydroxyethyl)-5-di(.beta.-hydroxyethyl)aminophenol;
3-pyrrolidin-1-ylphenol; 2-methyl-5-pyrrolidin-1-ylphenol;
2-ethyl-5-pyrrolidin-1-yl phenol;
2-methoxy-5-pyrrolidin-1-ylphenol;
2-ethoxy-5-pyrrolidin-1-ylphenol;
2-(.beta.-hydroxyethyl)-5-pyrrolidin-1-ylphenol;
3-piperidin-1-ylphenol; 2-methyl-5-piperidin-1-ylphenol;
2-ethyl-5-piperidin-1-ylphenol; 2-methoxy-5-piperidin-1-ylphenol;
2-ethoxy-5-piperidin-1-ylphenol;
2-(.beta.-hydroxyethyl)-5-piperidin-1-ylphenol;
3-piperazin-1-ylphenol; 2-methyl-5-piperazin-1- ylphenol;
2-ethyl-5-piperazin-1-ylphenol; 2-methoxy-5-piperazin-1-ylphenol;
2-ethoxy-5- piperazin-1-ylphenol;
2-(.beta.-hydroxyethyl)-5-piperazin-1-ylphenol;
3-(4-methylpiperazin-1-yl) phenol;
2-methyl-5-(4-methylpiperazin-1-yl)phenol;
2-ethyl-5-(4-methylpiperazin-1-yl)phenol;
2-methoxy-5-(4-methylpiperazin-1-yl)phenol;
2-ethoxy-5-(4-methylpiperazin-1-yl)phenol;
2-(.beta.-hydroxyethyl)-5-(4-methylpiperazin-1-yl)phenol;
3-(4-ethylpiperazin-1-yl)phenol;
2-methyl-5-(4-ethylpiperazin-1-yl)phenol;
2-ethyl-5-(4-ethylpiperazin-1-yl)phenol;
2-methoxy-5-(4-ethylpiperazin-1-yl)phenol;
2-ethoxy-5-(4-ethylpiperazin-1-yl)phenol;
2-(.beta.-hydroxyethyl)-5-(4-ethylpiperazin-1-yl)phenol;
3-(4-(.beta.-hydroxyethyl)piperazin-1-yl)phenol;
2-methyl-5-(4-(.beta.-hydroxyethyl)piperazin-1-yl)phenol;
2-ethyl-5-(4-(.beta.-hydroxyethyl)piperazin-1-yl)phenol;
2-methoxy-5-(4-(.beta.-hydroxyethyl)piperazin-1-yl)phenol;
2-ethoxy-5-(4-(.beta.-hydroxyethyl)piperazin-1-yl)phenol;
2-(.beta.-hydroxyethyl)-5-(4-(.beta.-hydroxyethyl)piperazin-1-yl)phenol;
3-morpholin-4-ylphenol; 2-methyl-5-morpholin-4-ylphenol;
2-ethyl-5-morpholin-4-ylphenol; 2-methoxy-5-morpholin-4-ylphenol;
2-ethoxy-5-morpholin-4-ylphenol; and
2-(.beta.-hydroxyethyl)-5-morpholin-4-ylphenol.
6. The composition of claim 5, wherein the at least one substituted
meta-aminophenol of formula (II) is chosen from
5-N-(.beta.-hydroxyethylamino)-2-methylphenol,
5-amino-2-methylphenol, and 6-chloro-2-methyl-5-aminophenol.
7. The composition of claim 1, wherein the first coupler/first
oxidation base mole ratio ranges from 2 to 5.
8. The composition of claim 1, wherein the first oxidation
base/second oxidation base mole ratio ranges from 0.7 to 1.3.
9. The composition of claim 1, further comprising at least one
additional oxidation base chosen from para-aminophenols and
addition salts thereof.
10. The composition of claim 1, further comprising at least one
additional coupler chosen from 2-amino-3-hydroxypyridine,
1,3-dihydroxy-2-methylbenzene, and addition salts thereof.
11. The composition of claim 1, further comprising at least one
oxidizing agent.
12. A process for dyeing keratin fibers, comprising applying a dye
composition to the keratin fibers in the presence of at least one
oxidizing agent, for a time that is sufficient to develop a desired
coloration; wherein the dye composition comprises, in a medium
suitable for dyeing: at least one first oxidation base chosen from
2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one and
addition salts thereof; at least one second oxidation base chosen
from para-phenylenediamine, para-tolylenediamine, and addition
salts thereof; and at least one first coupler chosen from
substituted meta-aminophenols of formula (II) and addition salts
thereof: ##STR6## wherein: R.sub.1 and R.sub.2, which may be
identical or different, are chosen from hydrogen; alkyl radicals;
monohydroxyalkyl radicals; polyhydroxyalkyl radicals; and
monoaminoalkyl radicals; or R.sub.1 and R.sub.2 may form, together
with the nitrogen atom to which they are attached, a saturated or
unsaturated, 5- to 7-membered cyclic group comprising at least one
heteroatom, which may be unsubstituted or substituted with at least
one radical chosen from carboxyl, carboxamido, hydroxyl, amino,
monoalkylamino, and dialkylamino radicals, and alkyl radicals
optionally substituted with at least one radical chosen from
hydroxyl, amino, monoalkylamino, and dialkylamino radicals;
R.sub.3, which may be identical or different, are chosen from
halogen atoms; alkyl radicals; alkoxy radicals; monohydroxyalkyl
radicals; polyhydroxyalkyl radicals; monohydroxyalkoxy radicals;
and polyhydroxyalkoxy radicals; n is an integer ranging from 0 to
4; with the proviso that when n is equal to 0, then at least one of
the radicals R.sub.1 and R.sub.2 is not hydrogen; wherein the at
least one first coupler and the at least one first oxidation base
are present in a mole ratio of greater than 1, the at least one
first oxidation base and the at least one second oxidation base are
present in a mole ratio ranging from 0.5 to 1.5, and the molar
amount of the first oxidation base is greater than or equal to
2.5.times.10.sup.-3 mol per 100 g of composition.
13. A multi-compartment device, comprising at least one first
compartment containing a dye composition and at least one second
compartment containing at least one oxidizing agent; wherein the
dye composition comprises, in a medium suitable for dyeing: at
least one first oxidation base chosen from
2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one and
addition salts thereof; at least one second oxidation base chosen
from para-phenylenediamine, para-tolylenediamine, and addition
salts thereof; and at least one first coupler chosen from
substituted meta-aminophenols of formula (II) and addition salts
thereof: ##STR7## wherein: R.sub.1 and R.sub.2, which may be
identical or different, are chosen from hydrogen; alkyl radicals;
monohydroxyalkyl radicals; polyhydroxyalkyl radicals; and
monoaminoalkyl radicals; or R.sub.1 and R.sub.2 may form, together
with the nitrogen atom to which they are attached, a saturated or
unsaturated, 5- to 7-membered cyclic group comprising at least one
heteroatom, which may be unsubstituted or substituted with at least
one radical chosen from carboxyl, carboxamido, hydroxyl, amino,
monoalkylamino, and dialkylamino radicals, and alkyl radicals
optionally substituted with at least one radical chosen from
hydroxyl, amino, monoalkylamino, and dialkylamino radicals;
R.sub.3, which may be identical or different, are chosen from
halogen atoms; alkyl radicals; alkoxy radicals; monohydroxyalkyl
radicals; polyhydroxyalkyl radicals; monohydroxyalkoxy radicals;
and polyhydroxyalkoxy radicals; n is an integer ranging from 0 to
4; with the proviso that when n is equal to 0, then at least one of
the radicals R.sub.1 and R.sub.2 is not hydrogen; wherein the at
least one first coupler and the at least one first oxidation base
are present in a mole ratio of greater than 1, the at least one
first oxidation base and the at least one second oxidation base are
present in a mole ratio ranging from 0.5 to 1.5, and the molar
amount of the at least one first oxidation base is greater than or
equal to 2.5.times.10.sup.-3 mol per 100 g of composition.
14. The process of claim 12, wherein coloration is obtained on
natural or permanent-waved grey hair containing 90% white hairs
having, according to the CIELab notation, a value for L* of less
than or equal to 50, a value for a* ranging from 10 to 25, a value
for b* ranging from 3 and 25, and a ratio b*/a* ranging from 0.3 to
1.
Description
[0001] This application claims benefit of U.S. Provisional
Application No. 60/818,273, filed Jul. 5, 2006, the contents of
which are incorporated herein by reference. This application also
claims benefit of priority under 35 U.S.C. .sctn. 119 to French
Patent Application No. FR 06/52557, filed Jun. 20, 2006, the
contents of which are also incorporated herein by reference.
[0002] Disclosed herein is a composition for dyeing keratin fibers,
for example, human keratin fibers such as the hair, comprising at
least one first oxidation base chosen from
2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one, at
least one second oxidation base chosen from para-phenylenediamine
and para-tolylenediamine, and at least one first coupler chosen
from substituted meta-aminophenol.
[0003] It is known practice to dye keratin fibers, for instance,
human keratin fibers such as the hair, with dye compositions
comprising oxidation dye precursors, for example, ortho- and
para-phenylenediamines, ortho- and para-aminophenols, and
heterocyclic compounds such as diaminopyrazole derivatives,
pyrazolo[1,5-a]pyrimidine derivatives, pyrimidine derivatives,
pyridine derivatives, indole derivatives, and indoline derivatives,
which are generally known as oxidation bases. Oxidation dye
precursors, or oxidation bases, are colorless or weakly colored
compounds that, when combined with oxidizing products, can give
rise to dyes or colored compounds via a process of oxidative
condensation. Permanent colorations are thus obtained.
[0004] It is also known that the shades obtained with these
oxidation bases may be varied by combining them with couplers or
coloration modifiers, the latter being chosen, for example, from
meta-phenylenediamines, meta-aminophenols, meta-hydroxyphenols, and
certain heterocyclic compounds.
[0005] The variety of molecules available as oxidation bases and
couplers allows a wide range of colors to be obtained.
[0006] The use of oxidation bases such as para-phenylenediamine and
para-aminophenol derivatives allows a quite broad range of colors
to be obtained at basic pH without, however, achieving shades with
good chromaticity, while at the same time giving the hair excellent
properties in terms of strength of color, uniformity of the color,
and/or fastness with respect to external agents.
[0007] However, the use of these bases at neutral pH does not allow
a varied range of shades to be produced, for example, for warm
shades such as reds and oranges.
[0008] Thus, disclosed herein are novel compositions for dyeing
keratin fibers that may make it possible to obtain a strong,
chromatic, aesthetic, and/or sparingly selective coloration, and in
at least one embodiment, visible deep red shades, which shows good
resistance to the various attacking factors to which the hair may
be subjected, such as shampoo, light, sweat, and/or permanent
reshaping operations.
[0009] Disclosed herein is thus a composition for dyeing keratin
fibers, comprising, in a medium suitable for dyeing: [0010] at
least one first oxidation base chosen from
2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one of
formula (I) below, and the addition salts thereof: ##STR1## [0011]
at least one second oxidation base chosen from
para-phenylenediamine and para-tolylenediamine, and the addition
salts thereof; and [0012] at least one first coupler chosen from
substituted meta-aminophenols of formula (II) below, and the
addition salts thereof: ##STR2## wherein: [0013] R.sub.1 and
R.sub.2, which may be identical or different, are chosen from
hydrogen; alkyl radicals; monohydroxyalkyl radicals;
polyhydroxyalkyl radicals; and monoaminoalkyl radicals; or [0014]
R.sub.1 and R.sub.2 may form, together with the nitrogen atom to
which they are attached, a saturated or unsaturated, 5- to
7-membered cyclic group comprising at least one heteroatom, which
may be unsubstituted or substituted with at least one radical
chosen from carboxyl, carboxamido, hydroxyl, amino, monoalkylamino,
and dialkylamino radicals, and alkyl radicals optionally
substituted with at least one radical chosen from hydroxyl, amino,
monoalkylamino, and dialkylamino radicals; [0015] R.sub.3, which
may be identical or different, is chosen from halogen atoms; alkyl
radicals; alkoxy radicals; monohydroxyalkyl radicals;
polyhydroxyalkyl radicals; monohydroxyalkoxy radicals; and
polyhydroxyalkoxy radicals; [0016] n is an integer ranging from 0
to 4; [0017] with the proviso that when n is equal to 0, then at
least one of the radicals R.sub.1 and R.sub.2 is not hydrogen; and
[0018] wherein the at least one first coupler and the at least one
first oxidation base are present in a mole ratio of greater than 1,
the at least one first oxidation base and the at least one second
oxidation base are present in a mole ratio ranging from 0.5 to 1.5,
and the molar amount of the first oxidation base is greater than or
equal to 2.5.times.10.sup.-3 mol per 100 g of composition.
[0019] The composition of the present disclosure may allow keratin
fibers to be colored in visible deep red shades, for instance, a
coloration, on natural or permanent-waved grey hair containing 90%
white hairs having, according to the CIELab notation, a value for
L* of less than or equal to 50, a value for a* ranging from 10 to
25, a value for b* ranging from 3 to 25, and a ratio b*/a* ranging
from 0.3 to 1, for example, from 0.3 to 0.7.
[0020] The composition of the present disclosure may also make it
possible to obtain a strong, aesthetic, and/or sparingly selective
coloration that shows good resistance to the various attacking
factors to which the hair may be subjected, such as shampoo, light,
sweat, and/or permanent reshaping operations. The composition of
the present disclosure furthermore may make it possible to obtain
an intense coloration at neutral pH.
[0021] Also disclosed herein is a process for dyeing keratin fibers
comprising applying a composition of the present disclosure to the
keratin fibers.
[0022] Also disclosed herein is a dyeing kit comprising at least
one first compartment containing a dye composition comprising at
least one first oxidation base chosen from
2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one and
addition salts thereof, at least one second oxidation base chosen
from para-phenylenediamine and para-tolylenediamine, and at least
one coupler chosen from substituted meta-aminophenols, and at least
one second compartment containing at least one oxidizing agent.
[0023] The CIELab notation used in the context of the present
disclosure defines a colorimetric space in which each color is
defined by three parameters (L*, a*, b*). The parameter L* reflects
the lightness of the color, the value L* being equal to 0 for black
and equal to 100 for absolute white. The higher the value of L*,
the less intense the coloration. The parameter a* corresponds to
the axis of the green/red antagonist pair. The parameter b*
corresponds to the axis of the blue/yellow antagonist pair.
[0024] Unless otherwise indicated, the limits of the ranges of
values given in the context of the present disclosure are included
in these ranges.
[0025] As used herein, the term "alkyl radical" means, unless
otherwise indicated, linear or branched C.sub.1-C.sub.10, for
example, C.sub.1-C.sub.6, or C.sub.1-C.sub.4, alkyl radicals, such
as methyl, ethyl, propyl, isopropyl, isobutyl, tert-butyl, pentyl,
and hexyl radicals.
[0026] As used herein, the term "heteroatom" denotes an atom chosen
from oxygen, nitrogen, sulfur, and phosphorus.
[0027] As used herein, the term "halogen" denotes an atom chosen
from chlorine, bromine, iodine, and fluorine.
[0028] According to one embodiment of the present disclosure,
R.sub.1 and R.sub.2, which may be identical or different, are
chosen from hydrogen; alkyl radicals, for example, methyl and ethyl
radicals; and monohydroxyalkyl radicals, for example,
.beta.-hydroxyethyl and .gamma.-hydroxypropyl radicals; or R.sub.1
and R.sub.2 may form, together with the nitrogen atom to which they
are attached, a ring chosen from pyrrolidine, piperidine,
homopiperidine, piperazine, homopiperazine, and morpholine
heterocycles; the rings possibly being substituted with at least
one radical chosen from hydroxyl, amino,
mono(C.sub.1-C.sub.2)alkylamino, di(C.sub.1-C.sub.2)alkylamino,
carboxyl, and carboxamido radicals, and C.sub.1-C.sub.4 alkyl
radicals optionally substituted with at least one radical chosen
from hydroxyl, amino, mono(C.sub.1-C.sub.2)alkylamino, and
di(C.sub.1-C.sub.2)alkylamino radicals, and in one embodiment, a
ring chosen from pyrrolidine, 2,5-dimethylpyrrolidine,
pyrrolidine-2-carboxylic acid, 3-hydroxypyrrolidine-2-carboxylic
acid, 4-hydroxypyrrolidine-2-carboxylic acid,
2,4-dicarboxypyrrolidine, 3-hydroxy-2-hydroxymethylpyrrolidine,
2-carboxamidopyrrolidine, 3-hydroxy-2-carboxamidopyrrolidine,
2-hydroxymethylpyrrolidine,
3,4-dihydroxy-2-hydroxymethylpyrrolidine, 3-hydroxypyrrolidine,
3,4-dihydroxypyrrolidine, 3-aminopyrrolidine,
3-methylaminopyrrolidine, 3-dimethylaminopyrrolidine,
4-amino-3-hydroxypyrrolidine,
3-hydroxy-4-(.beta.-hydroxyethyl)-aminopyrrolidine, piperidine,
2,6-dimethylpiperidine, 2-carboxypiperidine,
2-carboxamidopiperidine, 2-hydroxymethylpiperidine,
3-hydroxy-2-hydroxymethylpiperidine, 3-hydroxypiperidine,
4-hydroxypiperidine, 3-hydroxymethylpiperidine, homopiperidine,
2-carboxyhomopiperidine, 2-carboxamidohomopiperidine,
homopiperazine, N-methylhomopiperazine,
N-(2-hydroxyethyl)homopiperazine, piperazine, 4-methylpiperazine,
4-ethylpiperazine, 4-(.beta.-hydroxyethyl)piperazine, and
morpholine, and in another embodiment, a ring chosen from
pyrrolidin-1-yl; piperidin-1-yl; piperazin-1-yl;
4-methylpiperazin-1-yl; 4-ethylpiperazin-1-yl;
4-(.beta.-hydroxyethyl)piperazin-1-yl; and morpholin-4-yl.
[0029] According to one embodiment of the present disclosure,
R.sub.3 is chosen from halogen atoms, alkyl radicals, alkoxy
radicals, and monohydroxyalkoxy radicals. For example, R.sub.3 may
be chosen from chlorine, methyl radicals, methoxy radicals, and
.beta.-hydroxyethyloxy radicals.
[0030] According to another embodiment of the present disclosure, n
is an integer ranging from 0 to 2, for example, n may be equal to 1
or 2. In a further embodiment, when n is equal to 1, R.sub.3 may be
in position 2 and when n is equal to 2, R.sub.3 may be in positions
2 and 4 or in positions 2 and 6.
[0031] Non-limiting examples of substituted meta-aminophenols of
formula (II) that are useful in the context of the present
disclosure include 5-amino-2-methoxyphenol,
5-amino-2-(.beta.-hydroxyethyloxy)phenol, 5- amino-2-methylphenol,
5-N-(.beta.-hydroxyethyl)amino-2-methylphenol,
5-N-(.beta.-hydroxyethyl)amino-4-methoxy-2-methylphenol,
5-amino-4-methoxy-2-methylphenol, 5-amino-4-chloro-2-methylphenol,
6-chloro-2-methyl-5-aminophenol, 5-amino-2,4-dimethoxyphenol,
5-(.gamma.-hydroxypropylamino)-2-methylphenol,
3-dimethylaminophenol; 2-methyl-5-dimethylaminophenol;
2-ethyl-5-dimethylaminophenol; 2-methoxy-5-dimethylaminophenol;
2-ethoxy-5-dimethylaminophenol;
2-(.beta.-hydroxyethyl)-5-dimethylaminophenol;
3-diethylaminophenol; 2-methyl-5-diethylaminophenol;
2-ethyl-5-diethylaminophenol; 2-methoxy-5-diethylaminophenol;
2-ethoxy-5-diethylaminophenol;
2-(.beta.-hydroxyethyl)-5-diethylaminophenol;
3-di(.beta.-hydroxyethyl)aminophenol;
2-methyl-5-di(.beta.-hydroxyethyl)amino-phenol;
2-ethyl-5-di(.beta.-hydroxyethyl)aminophenol;
2-methoxy-5-di(.beta.-hydroxyethyl)amino-phenol;
2-ethoxy-5-di(.beta.-hydroxyethyl)aminophenol;
2-(.beta.-hydroxyethyl)-5-di(.beta.-hydroxyethyl)aminophenol;
3-pyrrolidin-1-ylphenol; 2-methyl-5-pyrrolidin-1-ylphenol;
2-ethyl-5-pyrrolidin-1-ylphenol; 2-methoxy-5-pyrrolidin-1-ylphenol;
2-ethoxy-5-pyrrolidin-1-ylphenol;
2-(.beta.-hydroxyethyl)-5-pyrrolidin-1-ylphenol;
3-piperidin-1-ylphenol; 2-methyl-5-piperidin-1-ylphenol;
2-ethyl-5-piperidin-1-ylphenol; 2-methoxy-5-piperidin-1-ylphenol;
2-ethoxy-5-piperidin-1-ylphenol;
2-(.beta.-hydroxyethyl)-5-piperidin-1-ylphenol;
3-piperazin-1-ylphenol; 2-methyl-5-piperazin-1-ylphenol;
2-ethyl-5-piperazin-1-ylphenol; 2-methoxy-5-piperazin-1-ylphenol;
2-ethoxy-5-piperazin-1-ylphenol;
2-(.beta.-hydroxyethyl)-5-piperazin-1-ylphenol;
3-(4-methylpiperazin-1-yl)phenol;
2-methyl-5-(4-methylpiperazin-1-yl)phenol;
2-ethyl-5-(4-methylpiperazin-1-yl)phenol;
2-methoxy-5-(4-methylpiperazin-1-yl)phenol;
2-ethoxy-5-(4-methylpiperazin-1-yl)phenol;
2-(.beta.-hydroxyethyl)-5-(4-methylpiperazin-1-yl)phenol;
3-(4-ethylpiperazin-1-yl)phenol;
2-methyl-5-(4-ethylpiperazin-1-yl)phenol;
2-ethyl-5-(4-ethylpiperazin-1-yl)phenol;
2-methoxy-5-(4-ethylpiperazin-1-yl)phenol;
2-ethoxy-5-(4-ethylpiperazin-1-yl)phenol;
2-(.beta.-hydroxyethyl)-5-(4-ethylpiperazin-1-yl)phenol;
3-(4-(.beta.-hydroxyethyl)piperazin-1-yl)phenol;
2-methyl-5-(4-(.beta.-hydroxyethyl)piperazin-1-yl)phenol;
2-ethyl-5-(4-(.beta.-hydroxyethyl)piperazin-1-yl)phenol;
2-methoxy-5-(4-(.beta.-hydroxyethyl)piperazin-1-yl)phenol;
2-ethoxy-5-(4-(.beta.-hydroxyethyl)piperazin-1-yl)phenol;
2-(.beta.-hydroxyethyl)-5-(4-(.beta.-hydroxyethyl)piperazin-1-yl)phenol;
3-morpholin-4-ylphenol; 2-methyl-5-morpholin-4-ylphenol;
2-ethyl-5-morpholin-4-ylphenol; 2-methoxy-5-morpholin-4-ylphenol;
2-ethoxy-5-morpholin-4-ylphenol; and
2-(.beta.-hydroxyethyl)-5-morpholin-4-ylphenol.
[0032] According to one embodiment, the substituted
meta-aminophenols of formula (II) may be chosen from
5-N-(.beta.-hydroxyethylamino)-2-methylphenol,
5-amino-2-methylphenol, and 6-chloro-2-methyl-5-aminophenol.
[0033] In the composition in accordance with the present
disclosure, the first coupler/first oxidation base mole ratio is
greater than 1, for example, the ratio may range from 2 to 5.
[0034] In the composition in accordance with the present
disclosure, the first oxidation base/second oxidation base mole
ratio ranges from 0.5 to 1.5, for example, from 0.7 to 1.3.
[0035] The dye composition of the invention may further comprise at
least one additional oxidation base, other than those that are
described above, conventionally used for the dyeing of keratin
fibers.
[0036] The composition of the present disclosure may comprise, for
example, at least one additional oxidation base chosen from
para-phenylenediamines other than para-phenylenediamine and
para-tolylenediamine and the addition salts thereof, such as
bis(phenyl)alkylenediamines, para-aminophenols,
bis-para-aminophenols, ortho-amino-phenols,
ortho-phenylenediamines, and heterocyclic bases other than
2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one and the
addition salts thereof.
[0037] Examples of para-phenylenediamines include, but are not
limited to, 2-chloro-para-phenylenediamine, 2,3-dimethyl-
para-phenylenediamine, 2,6-dimethyl-para-phenylenediamine,
2,6-diethyl-para-phenylenediamine,
2,5-dimethyl-para-phenylenediamine,
N,N-dimethyl-para-phenylenediamine,
N,N-diethyl-para-phenylenediamine,
N,N-dipropyl-para-phenylenediamine,
4-amino-N,N-diethyl-3-methylaniline,
N,N-bis(.beta.-hydroxyethyl)-para-phenylenediamine,
4-N,N-bis(.beta.-hydroxyethyl)amino-2-methylaniline,
4-N,N-bis(.beta.-hydroxyethyl)amino-2-chloroaniline,
2-.beta.-hydroxyethyl-para-phenylenediamine,
2-fluoro-para-phenylenediamine, 2-isopropyl-para-phenylenediamine,
N-(.beta.-hydroxypropyl)-para-phenylenediamine,
2-hydroxymethyl-para-phenylenediamine,
N,N-dimethyl-3-methyl-para-phenylenediamine,
N-ethyl-N-(.beta.-hydroxyethyl)-para-phenylenediamine,
N-(.beta.,.gamma.-dihydroxy-propyl)-para-phenylenediamine,
N-(4'-aminophenyl)-para-phenylenediamine,
N-phenyl-para-phenylenediamine,
2-.beta.-hydroxyethyloxy-para-phenylenediamine,
2-.beta.-acetylamino-ethyloxy-para-phenylenediamine,
N-(.beta.-methoxyethyl)-para-phenylenediamine,
4-aminophenylpyrrolidine, 2-thienyl-para-phenylenediamine,
2-.beta.-hydroxyethylamino-5-aminotoluene,
3-hydroxy-1-(4'-aminophenyl)pyrrolidine, and the addition salts
thereof.
[0038] Suitable para-phenylenediamines may be chosen, for example,
from 2-isopropyl-para-phenylenediamine,
2-.beta.-hydroxyethyl-para-phenylenediamine,
2-.beta.-hydroxyethyloxy-para-phenylenediamine,
2,6-dimethyl-para-phenylenediamine,
2,6-diethyl-para-phenylenediamine,
2,3-dimethyl-para-phenylenediamine,
N,N-bis(.beta.-hydroxyethyl)-para-phenylenediamine,
2-chloro-para-phenylenediamine,
2-.beta.-acetylaminoethyloxy-para-phenylenediamine, and the
addition salts thereof.
[0039] Non-limiting examples of bis(phenyl)alkylenediamines include
N,N'-bis(.beta.-hydroxyethyl)-N,N'-bis(4'-aminophenyl)-1,3-diaminopropano-
l,
N,N'-bis-(.beta.-hydroxyethyl)-N,N'-bis(4-aminophenyl)ethylenediamine,
N,N'-bis(4-aminophenyl)tetramethylenediamine,
N,N'-bis(.beta.-hydroxyethyl)-N,N'-bis(4-aminophenyl)-tetramethylenediami-
ne, N,N'-bis(4-methylaminophenyl)tetramethylenediamine,
N,N'-bis(ethyl)-N,N'-bis(4'-amino-3'-methylphenyl)ethylenediamine,
1,8-bis(2,5-diaminophenoxy)-3,6-dioxaoctane, and the addition salts
thereof.
[0040] Examples of para-aminophenols that may be used as oxidation
bases in the dye compositions in accordance with the include, but
are not limited to, the compounds of formula (III) below, and the
addition salts thereof: ##STR3## wherein: [0041] R.sub.4 is chosen
from hydrogen; halogen atoms; alkyl radicals; monohydroxyalkyl
radicals; alkoxyalkyl radicals; aminoalkyl radicals; and
hydroxyalkylaminoalkyl radicals; R.sub.5 is chosen from hydrogen;
halogen atoms; alkyl radicals; monohydroxyalkyl radicals;
polyhydroxyalkyl radicals; aminoalkyl radicals; cyanoalkyl
radicals; and alkoxyalkyl radicals; [0042] wherein at least one of
the radicals R.sub.4 and/or R.sub.5 is hydrogen.
[0043] Non-limiting examples of the para-aminophenols of formula
(III) above include para-aminophenol, 4-amino-3-methylphenol,
4-amino-3-fluorophenol, 4-amino-3-hydroxymethylphenol,
4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol,
4-amino-2-methoxymethylphenol, 4-amino-2-aminomethylphenol,
4-amino-2-(.beta.-hydroxyethylaminomethyl)phenol,
4-amino-2-fluorophenol, and the addition salts thereof.
[0044] Suitable ortho-aminophenols may be chosen, for example, from
2-aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol,
5-acetamido-2-aminophenol, and the addition salts thereof.
[0045] Examples of heterocyclic bases include, but are not limited
to, pyridine derivatives, pyrimidine derivatives, and pyrazole
derivatives.
[0046] Suitable pyridine derivatives may be chosen, for example,
from the compounds described in British Patent Nos. 1 026 978 and 1
153 196, as well as 2,5-diaminopyridine,
2-(4-methoxyphenyl)amino-3-aminopyridine,
2,3-diamino-6-methoxypyridine,
2-(.beta.-methoxyethyl)amino-3-amino-6-methoxypyridine,
3,4-diamino-pyridine, and the addition salts thereof.
[0047] Other examples of pyridine oxidation bases include, but are
not limited to, 3-aminopyrazolo[1,5-a]pyridine oxidation bases and
the addition salts thereof described, for example, in French Patent
Application No. 2 801 308, such as, pyrazolo[1,5-a]pyrid-3-ylamine;
2-acetylaminopyrazolo[1,5-a]pyrid-3-ylamine;
2-morpholin-4-ylpyrazolo-[1,5-a]pyrid-3-ylamine;
3-aminopyrazolo[1,5-a]pyridine-2-carboxylic acid;
2-methoxypyrazolo[1,5-a]pyrid-3-ylamine;
(3-aminopyrazolo[1,5-a]pyrid-7-yl)methanol;
2-(3-aminopyrazolo[1,5-a]pyrid-5-yl)ethanol;
2-(3-aminopyrazolo[1,5-a]pyrid-7-yl)ethanol;
(3-aminopyrazolo[1,5-a]pyrid-2-yl)methanol;
3,6-diaminopyrazolo[1,5-a]pyridine;
3,4-diaminopyrazolo[1,5-a]pyridine;
pyrazolo[1,5-a]pyridine-3,7-diamine;
7-morpholin-4-yl-pyrazolo[1,5-a]pyrid-3-ylamine;
pyrazolo[1,5-a]pyridine-3,5-diamine;
5-morpholin-4-ylpyrazolo[1,5-a]pyrid-3-ylamine;
2-[(3-aminopyrazolo[1,5-a]pyrid-5-yl)(2-hydroxy-ethyl)amino]ethanol;
2-[(3-aminopyrazolo[1,5-a]pyrid-7-yl)(2-hydroxyethyl)amino]ethanol;
3-aminopyrazolo[1,5-a]pyrid-5-ol; 3-aminopyrazolo[1,5-a]pyrid-4-ol;
3-aminopyrazolo[1,5-a]pyrid-6-ol; 3-aminopyrazolo[1,5-a]pyrid-7-ol,
and the addition salts thereof.
[0048] Non-limiting examples of pyrimidine derivatives include the
compounds described, for example, in German Patent No. 2 359 399;
Japanese Patent Application No. 88-169 571; Japanese Patent No.
05-63 124; European Patent No. 0 770 375, and International Patent
Application Publication No. WO 96/15765, such as
2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine,
2-hydroxy-4,5,6-triaminopyrimidine,
2,4-dihydroxy-5,6-diaminopyrimidine and 2,5,6-triaminopyrimidine,
and pyrazolopyrimidine derivatives such as those mentioned in
French Patent Application No. 2 750 048, for example,
pyrazolo[1,5-a]pyrimidine-3,7-diamine;
2,5-dimethylpyrazolo[1,5-a]pyrimidine-3,7-diamine;
pyrazolo[1,5-a]pyrimidine-3,5-diamine;
2,7-dimethylpyrazolo[1,5-a]pyrimidine-3,5-diamine;
3-aminopyrazolo[1,5-a]pyrimidin-7-ol;
3-aminopyrazolo[1,5-a]pyrimidin-5-ol;
2-(3-aminopyrazolo[1,5-a]pyrimidin-7-ylamino)ethanol,
2-(7-aminopyrazolo[1,5-a]pyrimidin-3-ylamino)ethanol,
2-[(3-aminopyrazolo[1,5-a]pyrimidin-7-yl)(2-hydroxyethyl)amino]ethanol,
2-[(7-aminopyrazolo[1,5-a]pyrimidin-3-yl)(2-hydroxyethyl)amino]ethanol,
5,6-dimethylpyrazolo[1,5-a]pyrimidine-3,7-diamine,
2,6-dimethylpyrazolo[1,5-a]pyrimidine-3,7-diamine,
2,5,N7,N7-tetramethylpyrazolo[1,5-a]pyrimidine-3,7-diamine,
3-amino-5-methyl-7-imidazolylpropylaminopyrazolo[1,5-a]pyrimidine,
the addition salts thereof, and the tautomeric forms thereof, when
a tautomeric equilibrium exists.
[0049] Suitable pyrazole derivatives may be chosen, for example,
from the compounds described in German Patent Nos. 3 843 892 and 4
133 957, International Patent Application Publication Nos. WO
94/08969 and WO 94/08970, French Patent Application No. 2 733 749,
and German Patent Application No. 195 43 988, such as
4,5-diamino-1-methylpyrazole,
4,5-diamino-1-(.beta.-hydroxyethyl)pyrazole, 3,4-diaminopyrazole,
4,5-diamino-1-(4'-chlorobenzyl)pyrazole,
4,5-diamino-1,3-dimethylpyrazole,
4,5-diamino-3-methyl-1-phenylpyrazole,
4,5-diamino-1-methyl-3-phenylpyrazole,
4-amino-1,3-dimethyl-5-hydrazinopyrazole,
1-benzyl-4,5-diamino-3-methylpyrazole,
4,5-diamino-3-tert-butyl-1-methylpyrazole,
4,5-diamino-1-tert-butyl-3-methylpyrazole,
4,5-diamino-1-(.beta.-hydroxyethyl)-3-methylpyrazole,
4,5-diamino-1-ethyl-3-methylpyrazole,
4,5-diamino-1-ethyl-3-(4'-methoxyphenyl)pyrazole,
4,5-diamino-1-ethyl-3-hydroxymethylpyrazole,
4,5-diamino-3-hydroxymethyl-1-methylpyrazole,
4,5-diamino-3-hydroxymethyl-1-isopropylpyrazole,
4,5-diamino-3-methyl-1-isopropylpyrazole,
4-amino-5-(2'-aminoethyl)amino-1,3-dimethylpyrazole,
3,4,5-triaminopyrazole, 1-methyl-3,4,5-triaminopyrazole,
3,5-diamino-1methyl-4-methylaminopyrazole,
3,5-diamino-4-(.beta.-hydroxyethyl)amino-1-methylpyrazole, and the
addition salts thereof.
[0050] According to one embodiment, the composition in accordance
with the present disclosure comprises at least one additional
oxidation base chosen from para-aminophenols. According to another
embodiment, the composition in accordance with the present
disclosure comprises at least one additional oxidation base chosen
from para-aminophenol and the addition salts thereof.
[0051] The dye composition of the present disclosure may further
comprise at least one additional coupler, other than those
described above, conventionally used for dyeing keratin fibers.
[0052] The composition of the present disclosure may comprise, for
example, at least one additional coupler chosen from
meta-phenylenediamines, meta-aminophenols other than the
meta-aminophenols of formula (II) and the addition salts thereof,
meta-diphenols, naphthalene-based couplers, and heterocyclic
couplers.
[0053] Examples of suitable additional couplers include, but are
not limited to, 3-aminophenol, 1,3-dihydroxybenzene,
1,3-dihydroxy-2-methylbenzene, 4-chloro-1,3-dihydroxybenzene,
2,4-diamino-1-(.beta.-hydroxyethyloxy)benzene,
2-amino-4-(.beta.-hydroxyethylamino)-1-methoxybenzene,
1,3-diaminobenzene, 1,3-bis(2,4-diaminophenoxy)propane,
3-ureidoaniline, 3-ureido-1-dimethylaminobenzene, sesamol,
1-.beta.-hydroxyethylamino-3,4-methylenedioxybenzene,
.alpha.-naphthol, 2-methyl-1-naphthol, 6-hydroxyindole,
4-hydroxyindole, 4-hydroxy-N-methylindole,
2-amino-3-hydroxypyridine, 6-hydroxybenzomorpholine
3,5-diamino-2,6-dimethoxypyridine,
1-N-(.beta.-hydroxyethyl)amino-3,4-methylenedioxybenzene,
2,6-bis(.beta.-hydroxyethylamino)toluene, and the addition salts
thereof.
[0054] According to one embodiment, the composition in accordance
with the present disclosure comprises at least one additional
coupler chosen from 2-amino-3-hydroxypyridine,
1,3-dihydroxy-2-methylbenzene, and the addition salts thereof.
[0055] The oxidation base(s) may be present in the dye composition
in an amount, for each of them, ranging from 0.001% to 10% by
weight, for example, from 0.005% to 6% by weight, relative to the
total weight of the dye composition.
[0056] The coupler(s) may be present in the dye composition of the
present disclosure in an amount, for each of them, ranging from
0.001% to 10% by weight, for example, from 0.005% to 6% by weight,
relative to the total weight of the dye composition.
[0057] The addition salts of the oxidation bases and of the
couplers that may be used in the context of the invention may be
chosen, by way of non-limiting example, from acid addition salts,
such as hydrochlorides, hydrobromides, sulfates, citrates,
succinates, tartrates, lactates, (C.sub.1-C.sub.4)alkylsulfonates,
tosylates, benzenesulfonates, phosphates, and acetates, and base
addition salts, such as sodium hydroxide, potassium hydroxide,
ammonia, amines, and alkanolamines.
[0058] The medium that is suitable for dyeing, also known as the
dye support, is a cosmetic medium chosen from water and mixtures of
water and at least one organic solvent to dissolve the compounds
which would not be sufficiently soluble in water. Examples of
suitable organic solvents include, but are not limited to,
C.sub.1-C.sub.4 lower alkanols, such as ethanol and isopropanol;
polyols and polyol ethers such as 2-butoxyethanol, propylene
glycol, propylene glycol monomethyl ether, diethylene glycol
monoethyl ether, and monomethyl ether, and aromatic alcohols such
as benzyl alcohol and phenoxyethanol, and mixtures thereof.
[0059] The at least one organic solvent may be present in the dye
composition in an amount ranging from 1% to 40% by weight relative
to the total weight of the dye composition, for example, from 5% to
30% by weight.
[0060] The dye composition in accordance with the present
disclosure may further comprise at least one adjuvant
conventionally used in compositions for dyeing the hair, such as
anionic, cationic, nonionic, amphoteric, and zwitterionic
surfactants and mixtures thereof, anionic, cationic, nonionic,
amphoteric, and zwitterionic polymers and mixtures thereof,
inorganic and organic thickeners, such as anionic, cationic,
nonionic, and amphoteric associative polymeric thickeners,
antioxidants, penetrants, sequestrants, fragrances, buffers,
dispersants, conditioning agents, for instance, silicones, which
may be volatile or non-volatile, and modified or unmodified,
film-forming agents, ceramides, preserving agents, and
opacifiers.
[0061] The at least one adjuvant may be present in the dye
composition in an amount, for each of them, ranging from 0.01% to
20% by weight relative to the total weight of the dye
composition.
[0062] It is to be understood that a person skilled in the art will
take care to select the at least one optional additional compound
such that the advantageous properties intrinsically associated with
the oxidation dye composition in accordance with the present
disclosure are not, or are not substantially, adversely affected by
the addition envisaged.
[0063] The pH of the dye composition in accordance with the present
disclosure may range from 3 to 12, for example, from 5 to 11. The
pH may be adjusted to the desired value using acidifying or
basifying agents usually used in the dyeing of keratin fibers, or
using standard buffer systems.
[0064] Examples of acidifying agents include, but are not limited
to, inorganic and organic acids such as hydrochloric acid,
orthophosphoric acid, sulfuric acid, carboxylic acids such as
acetic acid, tartaric acid, citric acid, and lactic acid, and
sulfonic acids.
[0065] Suitable basifying agents include, for example, aqueous
ammonia, alkaline carbonates, alkanolamines such as mono-, di-, and
triethanolamine and derivatives thereof, sodium hydroxide,
potassium hydroxide and compounds of formula (IV) below: ##STR4##
wherein: [0066] W is a propylene residue that is unsubstituted or
substituted with a hydroxyl group or a C.sub.1-C.sub.4 alkyl
radical; R.sub.a, R.sub.b, R.sub.c, and R.sub.d, which may be
identical or different, are chosen from hydrogen, C.sub.1-C.sub.4
alkyl radicals, and C.sub.1-C.sub.4 hydroxyalkyl radicals.
[0067] The dye composition according to the present disclosure may
be in various forms, such as liquids, creams, and gels, or in any
other form that is suitable for dyeing keratin fibers, such as
human hair.
[0068] Also disclosed herein is a process comprising applying a
composition according to the present disclosure to the fibers, and
developing color using an oxidizing agent. The color may be
developed at acidic, neutral, or alkaline pH and the oxidizing
agent may be added to the composition of the present disclosure
just at the time of use, or it may be used starting with an
oxidizing composition containing it, which may be applied
simultaneously or sequentially to the composition of the present
disclosure. In at least one embodiment, the coloration is developed
at neutral pH.
[0069] According to one embodiment, the composition according to
the present disclosure is mixed, for instance, at the time of use,
with a composition containing, in a medium that is suitable for
dyeing, at least one oxidizing agent, this oxidizing agent being
present in an amount that is sufficient to develop a coloration.
The mixture obtained is then applied to the keratin fibers. After a
leave-on time ranging from 3 to 50 minutes, for example, 5 to 30
minutes, the keratin fibers are rinsed, washed with shampoo, rinsed
again, and then dried.
[0070] Examples of oxidizing agents conventionally used for the
oxidation dyeing of keratin fibers include, but are not limited to,
hydrogen peroxide, urea peroxide, alkali metal bromates, persalts
such as perborates and persulfates, peracids and oxidase enzymes,
such as peroxidases, 2-electron oxidoreductases such as uricases,
and 4-electron oxygenases, for instance, laccases. According to one
embodiment, the at least one oxidizing agent is hydrogen
peroxide.
[0071] The oxidizing composition may also comprise at least one
adjuvant conventionally used in compositions for dyeing the hair
and as defined above.
[0072] The pH of the oxidizing composition containing the at least
one oxidizing agent is such that, after mixing with the dye
composition, the pH of the resulting composition applied to the
keratin fibers ranges, for example, from 3 to 12, such as from 5 to
11. The pH may be adjusted to the desired value by means of
acidifying or basifying agents usually used in the dyeing of
keratin fibers and as defined above.
[0073] The ready-to-use composition that is finally applied to the
keratin fibers may be in various forms, such as liquids, creams,
and gels or any other form that is suitable for dyeing keratin
fibers, such as human hair.
[0074] Further disclosed herein is a multi-compartment dyeing
device or "kit", comprising at least one first compartment
containing the dye composition of the present disclosure defined
above with the exception of the oxidizing agent and at least one
second compartment containing at least one oxidizing composition.
This device may be equipped with a means for applying the desired
mixture to the hair, such as the devices described in French Patent
No. 2 586 913.
[0075] According to one embodiment, the application of the
composition in accordance with the present disclosure on natural or
permanent-waved grey hair containing 90% white hairs makes it
possible to obtain a coloration having, according to the CIELab
notation, a value for L* of less than or equal to 50, a value for
a* ranging from 10 to 25, a value for b* ranging from 3 to 25, and
a ratio b*/a* ranging from 0.3 to 1, for instance, from 0.3 to
0.7.
[0076] Other than in the examples, or where otherwise indicated,
all numbers expressing quantities of ingredients, reaction
conditions, and so forth used in the specification and claims are
to be understood as being modified in all instances by the term
"about." Accordingly, unless indicated to the contrary, the
numerical parameters set forth in the specification and attached
claims are approximations that may vary depending upon the desired
properties sought to be obtained by the present disclosure. At the
very least, and not as an attempt to limit the application of the
doctrine of equivalents to the scope of the claims, each numerical
parameter should be construed in light of the number of significant
digits and ordinary rounding approaches.
[0077] Notwithstanding that the numerical ranges and parameters
setting forth the broad scope of the disclosure are approximations,
unless otherwise indicated the numerical values set forth in the
specific examples are reported as precisely as possible. Any
numerical value, however, inherently contains certain errors
necessarily resulting from the standard deviation found in their
respective testing measurements.
[0078] By way of non-limiting illustration, concrete examples of
certain embodiments of the present disclosure are given below.
EXAMPLES
Example 1
[0079] Composition 1 below was prepared: TABLE-US-00001
Diethylenetriaminepentaacetic acid, pentasodium salt, 2 g as an
aqueous 40% solution Ammonia as an aqueous 20% solution 12 g Sodium
metabisulfite powder 0.71 g Pure monoethanolamine 1.35 g Fumed
silica of hydrophobic nature 1.2 g
2,3-Diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol- 1.87 g 1-one,
2 CH.sub.3--SO.sub.3H 5-Amino-2-methylphenol 1.96 g Titanium oxide
(untreated anatase) coated with 0.15 g polydimethylsiloxane (98/2)
para-Phenylenediamine 0.77 g Glycol distearate 2 g Mica-titanium
oxide-brown iron oxide (58/37.5/4.5) 0.5 g Fragrance 0.5 g
Tetramethylhexamethylenediamine/1,3-dichloropropylene 3 g
polycondensate as an aqueous solution Non-stabilized
polydimethyldiallylammonium chloride at 5 g 40% in water
Carboxyvinyl polymer synthesized in an ethyl acetate/ 0.6 g
cyclohexane mixture Deionized water 23.64 g Propylene glycol 7 g
Natural lauric acid 3 g Oxyethylenated lauryl alcohol (12 OE) 7 g
Oxyethylenated decyl alcohol (3 OE) 10 g Cetylstearyl alcohol
(50/50 C16-18) (synthetic origin) 11.5 g Oxyethylenated oleocetyl
alcohol (30 OE) 4 g Vitamin C: L-ascorbic acid as a fine powder
0.25
[0080] At the time of use, 1 part by weight of composition 1 was
mixed with 1.5 parts by weight of a 25-volumes hydrogen peroxide
solution at pH 2.2. A final pH of 9.6 was obtained.
[0081] The mixture obtained was applied to locks of natural or
permanent-waved grey hair containing 90% white hairs. After a
leave-on time of 20 minutes at room temperature, the locks were
rinsed, washed with a standard shampoo, rinsed again, and then
dried.
[0082] The hair coloration was evaluated visually. A red-chestnut
shade was obtained.
[0083] The color of the hair was measured using a Minolta CM
2002.RTM. spectrocolorimeter (illuminant D65-10.degree. CSI) in the
CIELab system.
[0084] The results obtained are given in the table below.
TABLE-US-00002 Type of hair L* a* b* Natural grey 25.9 15.7 6.4
Permanent- 23.2 12.6 5.1 waved grey
Example 2
[0085] Composition 2 below was prepared: TABLE-US-00003
Diethylenetriaminepentaacetic acid, pentasodium salt, 2 g as an
aqueous 40% solution Ammonia as an aqueous 20% solution 12 g Sodium
metabisulfite powder 0.71 g Pure monoethanolamine 1.35 g Fumed
silica of hydrophobic nature 1.2 g
2,3-Diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol- 1.87 g 1-one,
2 CH.sub.3--SO.sub.3H 5-Amino-2-methylphenol 1.96 g Titanium oxide
(untreated anatase) coated with 0.15 g polydimethylsiloxane (98/2)
para-Phenylenediamine 0.77 g para-Aminophenol 0.15 g Glycol
distearate 2 g Mica-titanium oxide-brown iron oxide (58/37.5/4.5)
0.5 g Fragrance 0.5 g
Tetramethylhexamethylenediamine/1,3-dichloropropylene 3 g
polycondensate as an aqueous solution Non-stabilized
polydimethyldiallylammonium chloride at 5 g 40% in water
Carboxyvinyl polymer synthesized in an ethyl acetate/ 0.6 g
cyclohexane mixture Deionized water 23.49 g Propylene glycol 7 g
Natural lauric acid 3 g Oxyethylenated lauryl alcohol (12 OE) 7 g
Oxyethylenated decyl alcohol (3 OE) 10 g Cetylstearyl alcohol
(50/50 C16-18) (synthetic origin) 11.5 g Oxyethylenated oleocetyl
alcohol (30 OE) 4 g Vitamin C: L-ascorbic acid as a fine powder
0.25
[0086] The dyeing procedure was the same as that used in Example
1.
[0087] The hair coloration was evaluated visually. A red-light
chestnut shade was obtained.
[0088] The color of the hair was measured using a Minolta CM
2002.RTM. spectrocolorimeter (illuminant D65-10.degree. CSI) in the
CIELab system.
[0089] The results obtained are given in the table below.
TABLE-US-00004 Type of hair L* a* b* Natural grey 25.7 15.6 7.4
Permanent- 23.9 14.6 6.4 waved grey
* * * * *